Definitely, Maybe
Why this pick
Like A Lot Like Love, it uses a time-spanning structure to make missed timing, evolving friendship, and romantic uncertainty feel warm, funny, and genuinely earned.
A FILM WORTH A CLOSER LOOKTHE FEATURE PRESENTATION
IF THIS ONE STAYED WITH YOU
Keep the feeling.
SIMILAR PICKS / A PERSONAL CONNECTION
Why this pick
Like A Lot Like Love, it uses a time-spanning structure to make missed timing, evolving friendship, and romantic uncertainty feel warm, funny, and genuinely earned.
Why this pick
Its years-long near-miss romance has the same affectionate frustration and buoyant emotional rhythm, following two people whose connection keeps being tested by life choices.
Why this pick
This is another chaptered relationship story, revisiting two friends across pivotal dates with a similarly intimate mix of banter, longing, career detours, and changing expectations.
Why this pick
It shares the appealingly messy adult-romance perspective: a funny, tender look at how ambition, geography, and compromise can repeatedly reshape a committed relationship.
Why this pick
A chance encounter becomes an easy, talk-driven connection, capturing the same pleasure in watching attraction unfold through teasing conversation and uncertain timing.
Finding the atmosphere, tension and little details that made this one stay with you.
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01 / THE STORY
Constructed as a series of chapters that take place at a turning point in each character's life, the story moves from seven years in the past to three years to two and finally arrives in the present day. Emily Friehl (Amanda Peet) and Oliver Martin's (Ashton Kutcher) first encounter is on a flight from Los Angeles to New York City. He has hopes of becoming an Internet entrepreneur and, certain of his future success, gives her his mother's phone number and suggests she call him in six years to see if his prediction came true.
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02 / FACES IN THE FRAME

Emily Friehl

Oliver Martin

Ellen Martin

Nicole

Stewardess

Peter

Michelle

Gina